title: Chemical modifications of peptide sequences via S-alkylation reaction.
abstract: A chemoselective, convenient, and mild synthetic strategy to modify peptides on a cysteine sulfhydryl group is described. It simply requires activated molecular sieves to selectively promote S-alkylation in the presence of peptide nucleophilic functionalities. The procedure is easy to perform, fast, and provides high yields even in the case of poor electrophilic groups. Moreover, the method allows an efficient one-pot poly alkylation, proving that the sulfhydryl reactivity does not rely on its specific position within the peptide sequence.
authors.affiliation: Institute of Biostructures and Bioimaging, National Research Council , 80134 Naples, Italy , and Department of Chemistry and Biochemistry, University of Colorado , Boulder, Colorado 80309, United States.
authors.forename: Enrica
authors.initials: E
authors.lastname: Calce
authors.forename: Marilisa
authors.initials: M
authors.lastname: Leone
authors.forename: Luca
authors.initials: L
authors.lastname: Monfregola
authors.forename: Stefania
authors.initials: S
authors.lastname: De Luca
mesh_terms: D000478:Alkylation; D000595:Amino Acid Sequence; D003545:Cysteine / Q000737:chemistry; D015394:Molecular Structure; D010455:Peptides / Q000138:chemical synthesis / Q000737:chemistry*; D013438:Sulfhydryl Compounds / Q000737:chemistry
chemical_list: D010455:Peptides; D013438:Sulfhydryl Compounds; D003545:Cysteine